Cheapest return flights from Chicago to San Juan in December from 164€

AirHint found the following cheapest return flights from Chicago (MDW) to San Juan (SJU) in December 2025 (see full year).

Return flights

06 Dec - 10 Dec Frontier Airlines
06 Dec - 11 Dec Frontier Airlines
07 Dec - 11 Dec Frontier Airlines
07 Dec - 13 Dec Frontier Airlines
11 Dec - 15 Dec Frontier Airlines
09 Dec - 13 Dec Frontier Airlines
31 Dec - 30 Jan Southwest Airlines
08 Dec - 12 Dec Frontier Airlines
12 Dec - 15 Dec Frontier Airlines
07 Dec - 14 Dec Frontier Airlines
15 Dec - 22 Dec Frontier Airlines
24 Dec - 10 Jan Frontier Airlines
23 Dec - 12 Jan Frontier Airlines
29 Dec - 06 Jan Frontier Airlines
27 Dec - 08 Jan Frontier Airlines
19 Dec - 08 Jan Frontier Airlines
15 Dec - 05 Jan Frontier Airlines
16 Dec - 05 Jan Frontier Airlines
31 Dec - 05 Jan Frontier Airlines
30 Dec - 06 Jan Frontier Airlines

Also check the deals for one-way flights from Chicago to San Juan in December.

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